CN112250859B - Synthesis method of polyamide modified resin - Google Patents
Synthesis method of polyamide modified resin Download PDFInfo
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- CN112250859B CN112250859B CN202011189485.5A CN202011189485A CN112250859B CN 112250859 B CN112250859 B CN 112250859B CN 202011189485 A CN202011189485 A CN 202011189485A CN 112250859 B CN112250859 B CN 112250859B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/28—Preparatory processes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/48—Polymers modified by chemical after-treatment
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
- D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H19/30—Polyamides; Polyimides
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/16—Sizing or water-repelling agents
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyamides (AREA)
- Paper (AREA)
Abstract
The invention discloses a synthesis method of polyamide modified resin. The invention carries out high-temperature polymerization on adipic acid and diethylenetriamine under the condition of nitrogen to obtain an aqueous solution of a polyamide polyamine intermediate, mixes the aqueous solution of the polyamide polyamine intermediate with triethylenetetramine, takes organic amine as a catalyst, drops epichlorohydrin for carrying out quaternization crosslinking reaction, and finally adds acid for neutralization to obtain the polyamide modified resin. The polyamide modified resin disclosed by the invention contains lower chloride ions, so that the corrosion to a Yankee dryer is reduced; can be added into slurry independently, and can be combined with a stripping agent and a phosphate modifier for toilet paper production, so that the characteristics of the coating are improved effectively; the imported product is replaced, and the technical competitiveness of the product is improved; the polyamide modified resin is mainly used as wrinkling adhesive for producing toilet paper, kitchen paper, face tissues and napkin paper, and is also used in the fields of paint, printing ink, adhesive, sewage treatment, textile printing and dyeing, biological medicine and the like.
Description
Technical Field
The invention relates to a synthetic method of resin, in particular to a synthetic method of polyamide modified resin.
Background
The desired properties of tissue, including softness, bulk, stretch and absorbency, are achieved by steam heating the Yankee dryer and doctor blade. The wet fibrous sheet is dewatered primarily at the press roll nip while the sheet is transferred to the dryer surface. The wet paper sheet contains 40-60% of water, and the paper sheet is further dried on a dryer to 90-95% dryness and then scraped off by a scraper. The mechanical action of the knife causes the bonds between the sheet fibers to break and form an internal micro-folded structure, a process known as creping.
In order to form the crepe, the web must adhere to the surface of the Yankee dryer. Techniques for achieving good creping quality rely on achieving and maintaining an appropriate level of adhesion between the web and the Yankee dryer. Insufficient adhesion can cause poor hand and flutter, poor adhesion results in poor coating build up, long drying times are required to bring about lower operating speeds, while excessive adhesion can result in poor base paper quality or cause base paper scratch off, resulting in unstable production operations.
Polyamide polyamine-haloepichlorohydrine (PAE resin) is the most mainstream creping adhesive for producing toilet paper, but it has the inherent disadvantage of slow curing speed. The felt becomes less permeable at the end of use, causing the web to have very high fluctuations in moisture content and thus causing application problems. When the paper is adhered to the drying cylinder, the coating cannot be effectively established, and the coating is easy to elute to cause poor wrinkling, so that the quality of the finished paper is reduced, and even waste products are obtained. The PAE resin hard coating layer has good water resistance but gives a paper having insufficient softness.
Under the same detection condition, the viscosity test data statistics of the commercially available wrinkling adhesive show that the viscosity range is concentrated between 10 and 45N; the more balanced the wet adhesion and the dry adhesion, the more suitable for the production of high-speed toilet paper machines.
Disclosure of Invention
In order to overcome the problems in the background art, the invention aims to provide a synthesis method of polyamide modified resin, and the wrinkling adhesive obtained through formula design and synthesis process optimization can enable a coating to have good water resistance, and paper has good softness and maintains continuous stability of production operation.
In order to achieve the above purpose, the technical scheme adopted by the invention comprises the following steps:
1) Synthesis of polyamide polyamine intermediates:
sequentially adding deionized water and dibasic acid into a reaction kettle to obtain slurry, pumping air in the reaction kettle to enable the reaction kettle to be vacuum, then filling nitrogen, adding diethylenetriamine into the slurry, wherein the molar ratio of primary amine groups of the diethylenetriamine to carboxyl groups of the dibasic acid is 0.95-1.02:1.00, adding the polymerization concentration of the slurry of the diethylenetriamine into the reaction kettle is 60-90%, stirring the slurry of the diethylenetriamine, gradually heating to 170-180 ℃ for dehydration, keeping the temperature for 2-3 hours after the reaction reaches 170-180 ℃, and adding deionized water for dilution to obtain an aqueous solution of a polyamide polyamine intermediate with 50% of solid content and 300-600 cps;
2) Synthesis of polyamide modified resin:
sequentially adding an aqueous solution of a polyamide polyamine intermediate with the solid content of 50%, triethylene tetramine, deionized water and organic amine into a reaction kettle to form a material, heating, dripping a quaternized cross-linking agent, adding deionized water and acid when the material reacted in the reaction kettle reaches the thermal viscosity of 60-80 cps, stopping the reaction, and adding a bactericide to obtain an aqueous solution of polyamide modified resin, wherein the solid content of the aqueous solution of polyamide modified resin is 15%, and the viscosity is 30-80 cps.
The dibasic acid is adipic acid or glutaric acid, preferably adipic acid.
The molar ratio of the polyamide polyamine intermediate to the triethylene tetramine is 10:1-15:1.
The temperature rise in the step 2) is specifically to rise to 30-45 ℃, at this time, the total concentration of materials in the reaction kettle is 18-30%,
the organic amine is monoethanolamine, diethanolamine or triethanolamine, preferably triethanolamine, and the molar amount of the organic amine is 0.02-0.2% of the total amine molar amount of the triethylene tetramine added in the steps of 1) preparing the polyamide polyamine intermediate and 2).
The quaternized cross-linking agent is epichlorohydrin, and the molar ratio of the quaternized cross-linking agent to the total amine composed of triethylene tetramine and organic amine in the materials is 0.3-0.8:1.
The deionized water and the acid are added to regulate the pH value of the reacted material to 2.0-5.0, and the temperature is reduced to 45-40 ℃.
The dripping of the quaternized cross-linking agent is specifically carried out for 1h, and the temperature of the material is raised to 45-60 ℃ after the dripping is finished.
The acid in the step 2) is formic acid, acetic acid, sulfuric acid, phosphoric acid, sulfamic acid, citric acid or gluconic acid.
The bactericide is isothiazolinone, and the mass of the bactericide is 0.1-0.3% of the mass of the reacted material.
The polyamide modified resin is mainly used as wrinkling adhesive for producing toilet paper, kitchen paper, face tissues and napkin paper, and can be widely applied to the fields of paint, printing ink, adhesive, sewage treatment, textile printing and dyeing, biological medicine and the like.
Compared with the background technology, the invention has the following beneficial effects:
1) Through combination of materials and process optimization, the polyamide modified resin has high pre-crosslinking structure and reactivity, and improves water resistance of the coating while maintaining the soft coating.
2) The polyamide-modified resin contains lower chloride ions, thereby reducing the corrosion of the Yankee dryer.
3) The polyamide modified resin can be singly added into slurry, and can be used for toilet paper production in combination with a stripping agent and a phosphate modifier, so that the characteristics of a coating can be effectively improved, and the good base paper quality and stable mechanical operability are obtained, and the production efficiency is further improved.
4) Can effectively replace imported products and improve the technical competitiveness of the products.
Detailed Description
The invention is further illustrated below with reference to examples (the following components are in weight percent).
1) Synthesis of polyamide polyamine intermediates:
sequentially adding deionized water and dibasic acid into a reaction kettle to obtain slurry, pumping air in the reaction kettle, filling nitrogen after the reaction kettle is in vacuum, then adding diethylenetriamine into the slurry, wherein the molar ratio of primary amine groups of the diethylenetriamine to carboxyl groups of the dibasic acid is 0.95-1.02:1.00, adding the polymerization concentration of the slurry of the diethylenetriamine into the reaction kettle is 60-90%, stirring the slurry of the diethylenetriamine, gradually heating to 170-180 ℃ for dehydration, keeping the temperature for 2-3 h after the reaction reaches 170-180 ℃, and adding deionized water for dilution to obtain an aqueous solution of a polyamide polyamine intermediate with 50% of solid content and the viscosity of 300-600 cps;
2) Synthesis of polyamide modified resin:
sequentially adding an aqueous solution of a polyamide polyamine intermediate with the solid content of 50%, triethylene tetramine, deionized water and organic amine into a reaction kettle to form a material, heating the material to 30-45 ℃, dropwise adding a quaternized cross-linking agent with the concentration of the material in the reaction kettle being 18-30%, wherein the mole ratio of the quaternized cross-linking agent to the total amine consisting of the triethylene tetramine and the organic amine in the material is 0.3-0.8:1, the dropwise adding time is 1h, heating the material to 45-60 ℃ after the dropwise adding is finished, adding deionized water and acid when the reacted material in the reaction kettle reaches the thermal viscosity of 60-80 cps, adjusting the pH value of the reacted material to 2.0-5.0, cooling the material to 45-40 ℃ to terminate the reaction, adding a bactericide to obtain an aqueous solution of the polyamide modified resin, and the solid content of the aqueous solution of the polyamide modified resin is 15% and the viscosity of 30-80 cps.
In specific implementation, the reaction kettle is a four-mouth bottle.
Embodiments of the invention are as follows:
example 1:
146 g of adipic acid (1.0 mol) and 30.5 g of deionized water are weighed and added into a four-mouth bottle, the mixture is stirred into slurry, air in the four-mouth bottle is pumped away, the four-mouth bottle is vacuumized and then filled with nitrogen, 104 g of diethylenetriamine (1.01 mol) is sequentially added, the temperature is raised to 180 ℃ by electric heating, the temperature is kept for 2 hours, water which is removed in the reaction process is collected to be about 66.5 g, 215 g of deionized water is added, and an aqueous solution of a polyamide intermediate is obtained, wherein the solid content of the aqueous solution of the polyamide intermediate is 50%, the viscosity is 350cps, and the pH is 10.2.
100 g (0.232 mol) of aqueous solution of a polyamide intermediate, 3.4 g (0.023 mol) of triethylene tetramine, 164 g of deionized water and 0.1g of triethanolamine are sequentially added into a four-mouth bottle to form a material, the temperature is raised to 38 ℃ in the stirring process, 24 g (0.259 mol) of epoxy chloropropane is dropwise added for 1h, then the temperature is raised to 55 ℃ for heat preservation, and the thermal viscosity of the reacted material in the four-mouth bottle reaches 60 ～ 280 g of deionized water (50% sulfuric acid, 26.0 g) was immediately added at 65cps, and after cooling to 45 ℃, 0.5 g of isothiazolinone was added to obtain an aqueous solution (1) of the polyamide-modified resin. Aqueous solution (1) of polyamide-modified resinThe viscosity was 45cps, pH 3.5, and solids content 15%.
Example 2:
146 g of adipic acid (1.0 mol) and 50 g of deionized water are weighed and added into a four-mouth bottle, the mixture is stirred into slurry, air in the four-mouth bottle is pumped out, the four-mouth bottle is vacuumized and filled with nitrogen, then 99 g of diethylenetriamine (0.96 mol) is sequentially added, the temperature is raised to 175 ℃, the temperature is kept for 2 hours, about 85 g of water removed in the reaction process is collected, 213 g of deionized water is added, and then an aqueous solution of a polyamide intermediate is obtained, wherein the solid content of the aqueous solution of the polyamide intermediate is 50%, the viscosity is 580cps, and the pH is 9.5.
100 g (0.227 mol) of aqueous solution of a polyamide intermediate, 2.3 g (0.016 mol) of triethylene tetramine, 180 g of deionized water and 0.1g of triethanolamine are sequentially added into a four-mouth bottle to form a material, the temperature is raised to 32 ℃ in the stirring process, 17 g (0.184 mol) of epoxy chloropropane is added dropwise for 1h, then the temperature is raised to 50 ℃ for heat preservation, and the thermal viscosity of the material after reaction in the four-mouth bottle reaches 60 ～ 210 g of deionized water (deionized water) was immediately added at 65cps, 26.0g of 50% sulfuric acid was added thereto, and after cooling to 40 ℃, 0.5 g of isothiazolinone was added thereto to obtain an aqueous solution (2) of the polyamide-modified resin. The aqueous solution (2) of the polyamide-modified resin had a viscosity of 50cps, a pH of 4.0 and a solid content of 15.2%.
Example 3:
146 g of adipic acid (1.0 mol) and 100 g of deionized water are weighed and added into a four-mouth bottle, the mixture is stirred into slurry, air in the four-mouth bottle is pumped out, the four-mouth bottle is vacuumized and filled with nitrogen, then 102 g of diethylenetriamine (0.99 mol) is sequentially added, electric heating is carried out, the temperature is raised to 170 ℃, the temperature is kept for 2.5 hours, about 136 g of water removed in the reaction process is collected, 215 g of deionized water is added, and an aqueous solution of a polyamide intermediate is obtained, wherein the solid content of the aqueous solution of the polyamide intermediate is 50%, the viscosity is 450cps, and the pH is 9.8.
100 g (0.230 mol) of aqueous solution of a polyamide intermediate, 3.0 g (0.021 mol) of triethylene tetramine, 165 g of deionized water and 0.1g of triethanolamine are sequentially added into a four-mouth bottle to form a material, the temperature is raised to 35 ℃ in the stirring process, 20 g (0.22 mol) of epichlorohydrin is dropwise added for 1h, then the temperature is raised to 50 ℃ for heat preservation, and the reaction is carried out in the four-mouth bottleThe thermal viscosity of the material after reaction reaches 70 ～ 235 g of deionized water was immediately added at 75cps, 26.0g of 50% formic acid was added thereto, and after cooling to 43 ℃, 0.5 g of isothiazolinone was added thereto to obtain an aqueous solution (3) of the polyamide-modified resin. The aqueous solution (3) of the polyamide-modified resin had a viscosity of 60cps, a pH of 3.0 and a solid content of 15%.
Test analysis and evaluation
1. Viscosity test
The monitoring of the thermal viscosity is important for the quality of the polyamide modified resin finished product, is very critical for the guidance of actual production and the stability of the final product, and the thermal viscosity of the product and the control of the viscosity at normal temperature must be determined according to the stability and the shelf life of the product. Generally, the higher the thermal viscosity and viscosity, the poorer the stability of the finished product and the application problems.
Table 1 sample set viscosity test data (cps)
In the synthetic preparation of polyamide modified resins, the viscosity of the polyamide polyamine intermediate, the thermal viscosity of the polyamide polyamine resin, and the viscosity of the finished product are important process control parameters, and table 1 provides parameters for successful sample preparation according to the present invention for reference.
2. Water resistance tack test
And (3) carrying out viscosity detection by adopting a viscosity tester, diluting the sample to have a solid content of 2.0%, controlling the pH value to be 4.5-5.5, and testing the temperature to be 105 ℃ and the testing time to be 25 seconds. The adhesion test is more to simulate real machine conditions, provide a reference, and not exactly match the real situation.
The coatings of samples 1, 2, and 3 were each tested five consecutive times and the test results are shown in table 2.
Table 2 sample set 25 second tack test data (N)
From the above table, the results of the examples of the present invention are shown: the 25 second adhesive force range is concentrated between 10 and 45N, and the coating has certain adhesive property on the surface of the drying cylinder immediately, so that the problem of water resistance caused by elution of the paper fiber itself containing water can be effectively prevented.
3. Chlorine ion content test
And (3) respectively measuring and calculating chloride ions of the samples 1, 2 and 3 and commercial products by adopting a hash test method, wherein the results are as follows:
TABLE 3 sample set and commercial product chloride ion content data
From the above table, the results of the examples of the present invention are shown: the polyamide modified resins have a lower chloride ion content than commercially available products and are expected to reduce corrosion of Yankee cylinders in production applications.
The above-described embodiments are provided only for the technical features of the claims to support the claims, and are intended to enable those skilled in the art to understand the present invention and implement it accordingly, and are not intended to limit the scope of the present invention. All equivalent changes or modifications made in accordance with the spirit of the present invention should be construed to be included in the scope of the present invention.
Claims (4)
1. A method of synthesizing a creping adhesive, comprising: the synthesis method comprises the following steps:
1) Synthesis of polyamide polyamine intermediates:
sequentially adding deionized water and dibasic acid into a reaction kettle to obtain slurry, pumping air in the reaction kettle to enable the reaction kettle to be vacuum, then filling nitrogen, adding diethylenetriamine into the slurry, wherein the molar ratio of primary amine groups of the diethylenetriamine to carboxyl groups of the dibasic acid is 0.95-1.02:1.00, adding the polymerization concentration of the slurry of the diethylenetriamine into the reaction kettle is 60-90%, stirring the slurry of the diethylenetriamine, gradually heating to 170-180 ℃ for dehydration, keeping the temperature for 2-3 hours after the reaction reaches 170-180 ℃, and adding deionized water for dilution to obtain an aqueous solution of a polyamide polyamine intermediate with 50% of solid content;
2) Synthesis of the creping adhesive:
sequentially adding an aqueous solution of a polyamide polyamine intermediate with the solid content of 50%, triethylene tetramine, deionized water and organic amine into a reaction kettle to form a material, heating the material to 30-45 ℃, dropwise adding a quaternized cross-linking agent, adding deionized water and acid when the material reacted in the reaction kettle reaches the thermal viscosity of 60-80 cps, stopping the reaction, and adding a bactericide to obtain an aqueous solution of polyamide modified resin;
the molar ratio of the polyamide polyamine intermediate to triethylene tetramine is 10:1-15:1;
the deionized water and the acid are added, the pH value of the material after the reaction is regulated to be 2.0-5.0, and the temperature is reduced to 45-40 ℃;
the organic amine is monoethanolamine, diethanolamine or triethanolamine, and the molar amount of the organic amine is 0.02-0.2% of the total amine molar amount of the triethylene tetramine added in the polyamide polyamine intermediate prepared in 1) and 2);
the quaternized cross-linking agent is epichlorohydrin, and the molar ratio of the quaternized cross-linking agent to the total amine composed of triethylene tetramine and organic amine in the materials is 0.3-0.8:1;
the dripping of the quaternized cross-linking agent is specifically carried out for 1h, and the temperature of the material is raised to 45-60 ℃ after the dripping is finished.
2. A method of synthesizing a creping adhesive according to claim 1, wherein: the dibasic acid is adipic acid or glutaric acid.
3. A method of synthesizing a creping adhesive according to claim 1, wherein: the temperature rise in the step 2) is specifically to rise to 30-45 ℃, and the total concentration of materials in the reaction kettle is 18-30%.
4. A method of synthesizing a creping adhesive according to claim 1, wherein: the acid in the step 2) is formic acid, acetic acid, sulfuric acid, phosphoric acid, sulfamic acid, citric acid or gluconic acid.
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| CN113024806B (en) * | 2021-03-10 | 2022-10-18 | 浙江理工大学 | Low-chlorine environment-friendly PAE wet strength agent and synthesis method thereof |
| CN113088183A (en) * | 2021-04-09 | 2021-07-09 | 南雄市三本化学科技有限公司 | Preparation method and device of high-solid resin |
| CN113150271B (en) * | 2021-04-13 | 2022-10-18 | 浙江理工大学 | Preparation method of low-chlorine composite PAE wet strength agent |
| CN113861881B (en) * | 2021-10-19 | 2023-05-26 | 阜南县猛发工艺品有限公司 | Adhesive for bamboo rattan artware and preparation method thereof |
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| CN102869703A (en) * | 2010-02-04 | 2013-01-09 | 赫尔克里士公司 | Adhesive compositions |
| CN102906209A (en) * | 2010-05-20 | 2013-01-30 | 佐治亚-太平洋化工品有限公司 | hermosetting creping adhesive with reactive modifiers |
| CN103415550A (en) * | 2011-03-29 | 2013-11-27 | 凯米拉公司 | Polyamine polyamidoamine epihalohydrin compositions and processes for preparing and using the same |
| CN102286150A (en) * | 2011-07-12 | 2011-12-21 | 华东理工大学 | Polyamide-epoxy chloropropane resin wrinkling agent |
| CN102898643A (en) * | 2012-10-12 | 2013-01-30 | 陕西科技大学 | Preparation method of modified polyarylether (PAE) resin |
| CN103030806A (en) * | 2012-12-14 | 2013-04-10 | 华南理工大学 | High-solid content polyamide polyamine epichlorohydrin wet strength agent, as well as preparation and application thereof |
| CN103966902A (en) * | 2013-02-05 | 2014-08-06 | 星光Pmc株式会社 | Wet Paper Strengthening Agent And Paper Containing Wet Paper Strengthening Agent |
| CN105085906A (en) * | 2015-08-17 | 2015-11-25 | 广东省造纸研究所 | Preparation method of papermaking wet strength agent |
| CN106893099A (en) * | 2017-03-14 | 2017-06-27 | 浙江理工大学 | The synthetic method of polyamide polyamine resin |
| CN109503867A (en) * | 2018-11-07 | 2019-03-22 | 济宁明升新材料有限公司 | A kind of wet strength agent for papermaking and preparation method thereof |
| CN111454450A (en) * | 2020-04-16 | 2020-07-28 | 浙江传化华洋化工有限公司 | Preparation method of PAE wet strength agent |
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